Synthesis of N²-modified 7-methylguanosine 5¡ä-monophosphates as nematode translation inhibitors

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• 作者：Karolina Piecyk ; Richard E. Davis ; Marzena Jankowska-Anyszka
• 关键词：Cap analogue ; mRNA ; Translation inhibitor ; Nematode ; Ascaris suum
• 刊名：Bioorganic and Medicinal Chemistry
• 出版年：2012
• 出版时间：1 August, 2012
• 年：2012
• 卷：20
• 期：15
• 页码：4781-4789
• 全文大小：502 K

文摘

Preparative scale synthesis of 14 new N²-modified mononucleotide 5¡ä mRNA cap analogues was achieved. The key step involved use of an S_NAr reaction with protected 2-fluoro inosine and various primary and secondary amines. The derivatives were tested in a parasitic nematode, Ascaris suum, cell-free system as translation inhibitors. The most effective compound with IC₅₀ ¡«0.9 ¦ÌM was a N²-p-metoxybenzyl-7-methylguanosine-5¡ä-monophosphate 35.